Copper‐Catalyzed Regioselective Cyanation/Diarylmethylation of Formamides: Construction of α‐Cyano Functionalized Tetra‐Substituted Olefins DOI

Minjing Yuan,

Zikang Li, Weifeng Xu

и другие.

Chinese Journal of Chemistry, Год журнала: 2024, Номер unknown

Опубликована: Ноя. 14, 2024

Comprehensive Summary A copper‐catalyzed cyanation/diarylmethylation of formamides has been developed for the synthesis α‐cyano functionalized tetra‐substituted olefins by utilizing para ‐quinone methides ( p ‐QMs) and trimethylcyanosilane as functionalization sources. Various kinds ‐QMs are well tolerated, delivering desired products with 72%—94% yields, demonstrating broad functional group tolerance. Notably, reaction does not require noble metals proceeds regioselectively under mild conditions. Based on step‐by‐step control experiments, Hammett studies DFT calculation, a plausible mechanism is proposed.

Язык: Английский

Research Progress of Homogeneous Catalytic Reactions of Hexafluoroisopropanol (HFIP) DOI Creative Commons
Huiying Xu, Hongyuan Luo, Yi Wang

и другие.

Tetrahedron Green Chem, Год журнала: 2025, Номер 5, С. 100071 - 100071

Опубликована: Фев. 27, 2025

Язык: Английский

Процитировано

0

para-Selective C-H Functionalization of Anilines: A Review DOI
Fatemeh Doraghi,

Yasin Mohammadkhani Kalooei,

Negar Mehdi zadeh Darban

и другие.

Journal of Organometallic Chemistry, Год журнала: 2024, Номер 1019, С. 123313 - 123313

Опубликована: Авг. 16, 2024

Язык: Английский

Процитировано

3

Iron-Catalyzed Cross-Dehydrogenative Coupling of para-Quinone Methides with Formamides: In Situ Activation of C(sp2)–H Bonds DOI

Minjing Yuan,

Zikang Li,

Wenli Shang

и другие.

The Journal of Organic Chemistry, Год журнала: 2024, Номер 89(22), С. 16663 - 16678

Опубликована: Ноя. 1, 2024

A novel and straightforward method for the iron-catalyzed regioselective cross-dehydrogenative coupling of para-quinone methides (p-QMs) with formamides has been developed, facilitated by in situ activation C(sp2)–H bonds formyl alkenyl substituents via a radical strategy. This does not require preactivation substrates, it can accommodate wide range p-QMs under optimized reaction conditions, resulting formation expected C-7 acetamides-functionalized moderate to good yields. The control experiments revealed that follows fundamental equation second-order kinetics. Additionally, an exploration Hammett effect was undertaken elucidate impact reaction. In combination DFT calculation, plausible mechanism proposed through meticulously controlled experiments.

Язык: Английский

Процитировано

0

Copper‐Catalyzed Regioselective Cyanation/Diarylmethylation of Formamides: Construction of α‐Cyano Functionalized Tetra‐Substituted Olefins DOI

Minjing Yuan,

Zikang Li, Weifeng Xu

и другие.

Chinese Journal of Chemistry, Год журнала: 2024, Номер unknown

Опубликована: Ноя. 14, 2024

Comprehensive Summary A copper‐catalyzed cyanation/diarylmethylation of formamides has been developed for the synthesis α‐cyano functionalized tetra‐substituted olefins by utilizing para ‐quinone methides ( p ‐QMs) and trimethylcyanosilane as functionalization sources. Various kinds ‐QMs are well tolerated, delivering desired products with 72%—94% yields, demonstrating broad functional group tolerance. Notably, reaction does not require noble metals proceeds regioselectively under mild conditions. Based on step‐by‐step control experiments, Hammett studies DFT calculation, a plausible mechanism is proposed.

Язык: Английский

Процитировано

0